$123 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$246
Typical prices: $289-$451
Delta
Mi 3/4Mo 3/9
SJU - SDF • 1 stop
Cheapest one-way
$123
Typical prices: $213-$264
Delta
Sa 5/9
SJU - SDF • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Mi, Mrz 4 - Mo, Mrz 9
Delta Logo
6:37 pm - 11:58 pm
SJU
-
SDF
6h 21m
1 stop
Delta Logo
5:35 pm - 11:15 pm
SDF
-
SJU
5h 40m
1 stop
$246Delta
Do, Feb 26 - Sa, Feb 28
American Airlines Logo
2:44 pm - 10:43 pm
SJU
-
SDF
8h 59m
1 stop
American Airlines Logo
3:49 pm - 12:52 am
SDF
-
SJU
8h 03m
1 stop
$251American Airlines
Do, Apr 30 - Di, Mai 5
Multiple Airlines Logo
6:00 am - 2:38 pm
SJU
-
SDF
8h 38m
1 stop
Multiple Airlines Logo
3:33 pm - 2:31 pm
SDF
-
SJU
22h 58m
1 stop
$252Multiple Airlines
Do, Feb 26 - So, Mrz 1
American Airlines Logo
2:23 pm - 11:59 pm
SJU
-
SDF
10h 36m
1 stop
American Airlines Logo
11:38 am - 11:40 pm
SDF
-
SJU
11h 02m
1 stop
$253American Airlines
Do, Apr 30 - Di, Mai 5
Multiple Airlines Logo
6:00 am - 2:38 pm
SJU
-
SDF
8h 38m
1 stop
Multiple Airlines Logo
3:33 pm - 12:20 pm
SDF
-
SJU
20h 47m
2 stops
$276Multiple Airlines
Do, Feb 26 - Sa, Feb 28
American Airlines Logo
10:50 am - 7:05 pm
SJU
-
SDF
9h 15m
2 stops
American Airlines Logo
3:49 pm - 12:52 am
SDF
-
SJU
8h 03m
1 stop
$292American Airlines
Mi, Feb 18 - Sa, Feb 21
Southwest Logo
6:10 am - 1:35 pm
SJU
-
SDF
8h 25m
1 stop
Southwest Logo
5:30 pm - 12:40 am
SDF
-
SJU
6h 10m
1 stop
$326Southwest
Do, Feb 26 - Sa, Feb 28
Spirit Airlines Logo
4:36 pm - 12:21 pm
SJU
-
SDF
20h 45m
2 stops
Spirit Airlines Logo
12:00 pm - 11:37 am
SDF
-
SJU
22h 37m
2 stops
$336Spirit Airlines
Di, Mai 19 - Sa, Mai 30
United Airlines Logo
6:00 am - 2:29 pm
STI
-
SDF
8h 29m
1 stop
United Airlines Logo
7:30 am - 10:52 pm
SDF
-
STI
15h 22m
3 stops
$606United Airlines
Do, Mai 21 - Sa, Mai 30
United Airlines Logo
2:07 pm - 11:15 pm
STI
-
SDF
9h 08m
1 stop
United Airlines Logo
6:30 am - 3:12 pm
SDF
-
STI
8h 42m
1 stop
$653United Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$123
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11222 reviews
7.2Comfort
6.4Food
7.5Boarding
8.0Crew
6.9Entertainment
Airline reviews

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

8.0 ExcellentAnonymous, Feb 2026
SFO - ORD
Read more American Airlines reviews

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

The screens were inoperable for movies and such, but everything else was just fine

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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